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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475175Generated: October 25, 2026

5-(azidomethyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazole → (1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)methanamine

https://huagongshe.com/reaction/475175

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(azidomethyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazoleHCID 71272243—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)methanamineHCID 4673987782%

Reaction Steps

To a solution of 26 (1.0 g, 3.9 mmol) in MeOH (20 mL) was added 20% Pd—C (200 mg), and the mixture was stirred vigorously under H2 (1 atm.) atmosphere at RT for 18 h. The reaction mixture was filtered through a pad of Celite® and concentrated in vacuo to afford 740 mg (82%) (1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)methanamine (28) as yellow oil, which was used into the next step without further purification: MS (ESI) m/z=232.2 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637537B2
Source datasetuspto-grants-2014_01
ORD IDord-df10de474b5a42d69930dab4cf9504c7
Source noteuspto-grants-2014_01